Detail of "4291-63-8"

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CAS Number:
4291-63-8
Name:
Cladribine
Molecular Structure:
Formula:
C₁₀H₁₂ClN₅O₃
Molecular Weight:
285.69
Synonyms:
2-Chloro-2-deoxy-beta-adenosine;2-Chloro-6-amino-9-(2-deoxy-beta-D-erythropentofuranosyl)purine;Chlorodeoxyadenosine;RWJ 26251;Adenosine,2-chloro-2'-deoxy-;Leustatin;24757-90-2;2-CdA;2-Chlorodeoxyadenosine;Adenosine, 2-chloro-2-deoxy;Cladribine(Base);Cadribine;Leustatin (TN);Cladribine [USAN:BAN:INN];2-Chloro-2-deoxyadenosine;
Density:
1.402 g/cm³
Melting Point:
181-185 °C(lit.)
Boiling Point:
387.1 °C at 760 mmHg
Flash Point:
187.9 °C
Hazard Symbols:
T
Risk Codes:
36/37/38-23/24/25
Safety:
26-45-36-22 Details
particular:
particular

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Reference

Nucleoside kinase activities of Chinese hamster ovary cells: Nucleoside kinase activities of Chinese hamster ovary cells. Saunders, Priscilla P.; Lai, Mildred M. (Dep. Dev. Ther., Univ. Texas Syst. Cancer Cent., Houston, TX 77030, USA). Biochim. Biophys. Acta, 761(2), 135-41 (English) 1983. CODEN: BBACAQ. ISSN: 0006-3002. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 7 Chinese hamster ovary (CHO) cells and appropriate drug-resistant mutants derived from them were analyzed for nucleoside kinase [52350-81-9] activities relevant to the phosphorylation of adenosine [58-61-7], deoxyadenosine [958-09-8], deoxyguanosine [961-07-9], and deoxycytidine [951-77-9] and for resistance to a variety of nucleoside analogs. Fractionation of exts. by DEAE-cellulose chromatog. revealed 3 major peaks of activity. Adnosine kinase [9027-72-9], the 1st to elute from the column, is responsible for the majority of the deoxyadenosine phosphorylation in cell exts.There are some commonly used reagents with their cas registry numbers 69-33-0 and 36791-04-5 in this article. and, according to resistance data, appears to phosphorylate most adenosine analogs tested, including ara-A [5536-17-4]. A deoxyguanosine kinase [39471-28-8], the 2nd enzyme to elute from the column, was responsible for the majority of the deoxyguanosine and deoxyinosine phosphorylation in cell exts. The function of this enzyme in cell metab. is unclear. 2-Chlorodeoxyadenosine [4291-63-8], on the other hand, appeared from resistance data to be phosphorylated, at least in part, by deoxycytidine kinase [9039-45-6], which in cell exts. could also phosphorylate deoxyguanosine and deoxyadenosine, though much less efficiently than deoxycytidine. .

Selective toxicity of deoxyadenosine analogs in human melanoma cell lines: Selective toxicity of deoxyadenosine analogs in human melanoma cell lines. Parsons, P. G.; Bowman, E. P. W.; Blakley, R. L. (Queensland Inst. Med.Some commonly used reagents like 958-09-8 is used in this experiment. Res., Herston 4006, Australia). Biochem. Pharmacol., 35(22), 4025-9 (English) 1986. CODEN: BCPCA6. ISSN: 0006-2952. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) The in vitro toxicities of 19 analogs of deoxyadenosine were tested, using a panel of human melanoma cell lines including 2 lines sensitive to deoxyadenosine [958-09-8] and deoxyinosine [890-38-0]. The 2-fluoro- [21679-12-9], 2-chloro [4291-63-8], 2-bromo- [89178-21-2] and 2-amino-8-aza deriv. [37113-44-3] were the most toxic and showed selectivity against deoxyadenosine-sensitive cells. 2-Bromodeoxyadenosine (BrdAdo) and its 5'-phosphate [106449-55-2] were less potent than the chloro compd. but showed the greatest selectivity. In further studies of BrdAdo, a 3rd sensitive melanoma line was identified of the 8 tested. A treatment time of 24 h or more was required to develop toxicity to BrAdo; this could be prevented by deoxycytidine [951-77-9] or cytidine [65-46-3] added to the medium but not by other nucleosides. Flow cytometry showed that BrdAdo blocked cells in the G1 and S phases of the cell cycle. DNA synthesis as judged by thymidine incorporation was rapidly inhibited by BrdAdo to an extent which reflected the sensitivity of the particular cell line; RNA synthesis was less affected. Exposure to BrdAdo for 48 h induced breaks in the preformed DNA of sensitive but not resistant cells. The toxicity of BrdAdo is assocd. with prolonged inhibition of DNA synthesis and subsequent DNA fragmentation. .

Detail of "4291-63-8"

Cladribine

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